Movies Like Charles Enterprises

If you liked Charles Enterprises (2023), a comedy and drama movie directed by Subhash Lalitha Subrahmanian, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Good Half (2024)
★ 6.2/10Also comedy and drama
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
2
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
3
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
4
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
5
The Happiest Millionaire (1967)
★ 6.8/10Also comedy and drama
A happy and unbelievably lucky young Irish immigrant, John Lawless, lands a job as the butler of an unconventional millionaire, Biddle. His daughter, Cordelia Drexel Biddle, tires of the unusual antics of her…
6
The Parts You Lose (2019)
★ 6.7/10Also drama
An unlikely friendship unfolds between a young deaf boy, Wesley, and a fugitive criminal who takes refuge in an abandoned barn on the family’s rural North Dakota farm.
7
Savage House (2026)
★ 7/10Also comedy and drama
Against the backdrop of 18th century England, a massive pox outbreak, and Jacobite uprising – Sir Chauncey Savage and Lady Savage blindly pursue a better life. It's not without a tinge of irony that their family name…
8
Gotcha! (1985)
★ 6/10Also comedy
A student on a trip to France is tricked into smuggling secrets across the Iron Curtain by a sexy spy.
9
Class Act (1992)
★ 6.3/10Also comedy and drama
Duncan is a genius straight A student, Blade is ajuvenile delinquent. But because of a mix up with their school records, everyone thinks each is the other one. Now, Duncan kind of likes the attention from being thought…
10
Young Adult (2011)
★ 5.8/10Also comedy and drama
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
11
A Dog Year (2009)
★ 6.1/10Also comedy and drama
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined…
12
Best Man Down (2012)
★ 6.6/10Also comedy and drama
A newlywed couple cancels their honeymoon and returns to the snowy Midwest to make the funeral arrangements for their best man, who died unexpectedly after their ceremony.
13
Dirt (2018)
★ 6.1/10Also drama
In search of a lifeline for his struggling off road racing team, a man takes on a young car thief looking for a second chance, but as their worlds collide, they must struggle to forge a successful alliance.
14
Dog Gone (2008)
★ 6.5/10Also comedy
A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.
15
Sometimes Always Never (2019)
★ 6.4/10Also drama and comedy
Alan is a stylish tailor with moves as sharp as his suits. He has spent years searching tirelessly for his missing son Michael who stormed out over a game of Scrabble. With a body to identify and his family torn apart…
16
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
17
Sarvam Maya (2025)
★ 7.9/10Also comedy
An atheist priest's life is upended after performing an exorcism, bonding with a charming spirit who helps him pursue music and heal his past.
18
The Middle Man (2021)
★ 6.1/10Also comedy and drama
Frank Farrelli takes on the job as a middle man in the God-forsaken town of Karmack, USA, a community in a depression so deep that they need a middle man to professionally communicate more of the bad news.
19
Afterlife of the Party (2021)
★ 6.7/10Also comedy and drama
A social butterfly who dies during her birthday week is given a second chance to right her wrongs on Earth.
20
Aavesham (2024)
★ 7.5/10Also comedy
Three college freshmen in Bangalore befriend an eccentric gangster to get revenge on their senior bullies.